Trifluoroacetic acid → 4-Chloro-1H-pyrazolo[3,4-b]pyridine

HRID 1774708ノート

反応式

HRID 1774708 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8](CC3C=CC(OC)=CC=3)[N:9]=[CH:10][C:3]=12.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 593985764-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

生成物 1

HCID 3100454-Chloro-1H-pyrazolo[3,4-b]pyridine

実験手順

4-Chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine (5) 19 g (69.4 mmol) in neat TFA (30 mL, 389 mmol) was stirred at 80° C. for 4 hr. The resulting RM was concentrated and MeOH was added and the obtained precipitate was filtered and washed with MeOH. The crude solid was treated with EtOAc, saturated NaHCO3 and dried over Na2SO4, to yield the desired product as a half white solid. 1H NMR (400 MHz, CDCl3): δ 13.23 (br s, 1H), 8.52 (d, J=5.1 Hz, 1H), 8.10 (s, 1H), 7.32 (m, 1H).

後処理

  1. concentrationThe resulting RM was concentrated
  2. additionMeOH was added
  3. filtrationthe obtained precipitate was filtered
  4. washwashed with MeOH
  5. additionThe crude solid was treated with EtOAc, saturated NaHCO3
  6. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-9d48a8a26da34e98a568ed758723785f
出典データセット
uspto-grants-2016_02
特許番号
US09260426B2

反応ノート

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